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Journal of Chemistry
Volume 2013, Article ID 392128, 5 pages
http://dx.doi.org/10.1155/2013/392128
Research Article

Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones

1Department of Chemistry, Jadavpur University, Kolkata 700 032, India
2Department of Chemistry, Srikrishna College, Bagula, Nadia, West Bengal 741 502, India

Received 30 May 2013; Accepted 26 July 2013

Academic Editor: Julia Revuelta

Copyright © 2013 Tapas K. Mandal et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

On treatment with NaN3/c. H2SO4-HOAc or NaN3/TFA, E-3-benzylidenechromanones are mostly converted to E-β-aminobenzylidenechromanones while E-3-benzylidenethiochromanones are converted to 3-benzoylthiochromones. A structurally new type of product has been isolated for the reaction of E-3-benzylidene-4′-methoxychromanone with NaN3/TFA. Mechanistic paths have been suggested for formation of the products.